Unbalanced-Ion-Pair-Catalyzed Nucleophilic Fluorination Using Potassium Fluoride

Unbalanced-Ion-Pair-Catalyzed Nucleophilic Fluorination Using Potassium Fluoride
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使用氟化钾的不平衡离子对催化亲核氟化

DOI:
10.1021/acs.orglett.1c03887
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发表时间:
2021
期刊:
影响因子:
5.2
通讯作者:
Xu, Bo
Xu, Bo
中科院分区:
化学1区
文献类型:
--
作者:
Li, Wangbing;Lu, Zhichao;Hammond, Gerald B.;Xu, Bo

文献摘要

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一种不平衡离子对促进剂(例如,四丁基硫酸铵)由一个体积较大且带电荷的离域阳离子和一个体积较小且带电荷的定域阴离子组成,使用易于处理的KF可大大加速亲核氟化。我们还成功地将一种廉价且市售的离子交换树脂转化为聚合物支撑的离子对促进剂(A26-SO42 -),该促进剂可以在过滤后重复使用。此外,a26 - so42可用于连续流工况。在我们的环境下,水是可以忍受的。
An unbalanced ion pair promoter (e.g., tetrabutylammonium sulfate), consisting of a bulky and charge-delocalized cation and a small and charge-localized anion, greatly accelerates nucleophilic fluorinations using easy handling KF. We also successfully converted an inexpensive and commercially available ion-exchange resin to the polymer-supported ion pair promoter (A26–SO42–), which could be reused after filtration. Moreover, A26–SO42–can be used in continuous flow conditions. In our conditions, water is well-tolerated.